A couple of couplings: Air‐stable diamino‐ and dioxophosphine oxides are used as preligands in the nickel‐catalyzed Kumada cross‐coupling reactions of aryl Grignard reagents. A sterically hindered preligand allows for highly efficient cross‐coupling of aryl fluorides at ambient temperature (acac=acetylacetonate).

Studies on the use of easily accessible heteroatom-substituted secondary phosphine oxides as preligands for cross-coupling reactions are described. These air-stable sterically hindered phosphine oxides allow for efficient palladium-catalyzed Suzuki- and nickel-catalyzed Kumada-coupling reactions using electronically deactivated aryl chlorides. In addition, they enable nickel-catalyzed coupling reactions of magnesium organyls with aryl fluorides at ambient temperature, and ruthenium-catalyzed coupling reactions of aryl chlorides via C-H bond activation. Finally, the application of modular diamino phosphine chlorides as preligands for a variety of transition-metal-catalyzed C-C and C-N bond formation reactions employing electron-rich aryl chlorides is presented.

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